caa a22 4500 605530262 CHVBK 20210128100822.0 cr unu---uuuuu 210128e20150401xx s 000 0 eng 10.1134/S107042801504020X doi (NATIONALLICENCE)springer-10.1134/S107042801504020X Shklyaruck D. Belarusian State University, pr. Nezavisimosti 4, 220030, Minsk, Belarus aut New synthesis of syn -stereodiad building block for polyketides. Formal synthesis of arenamides A and C [Elektronische Daten] [D. Shklyaruck] An efficient procedure has been developed for the transformation of (7S)-7-(3-bromoprop-1-en-2-yl)-5,5-dimethyl-4,6-dioxaspiro[2.5]octane [available from diethyl (S)-malate] into methyl 2-[(4S)-2,2-dimethyl-5-methylidene-1,3-dioxan-4-yl]acetate, and conditions for diastereoselective reduction of the double C=C bond in the latter have been optimized. The reduction product has been converted into (3S,4S)-3-[tert-butyl(dimethyl)siloxy]-4-methyldecanoic acid which is a building block for the synthesis of arenamides A and C, natural compounds possessing pronounced antitumor activity and efficiently inhibiting nitrogen(II) oxide and prostaglandin E2 (PGE2). Pleiades Publishing, Ltd., 2015 Russian Journal of Organic Chemistry Pleiades Publishing 51/4(2015-04-01), 582-590 1070-4280 51:4<582 2015 51 11178 https://doi.org/10.1134/S107042801504020X text/html Onlinezugriff via DOI BK010053 XK010053 XK010000 Metadata rights reserved Springer special CC-BY-NC licence nationallicence 1 research-article jats NATIONALLICENCE NATIONALLICENCE NL-springer NATIONALLICENCE 856 40 https://doi.org/10.1134/S107042801504020X text/html Onlinezugriff via DOI NATIONALLICENCE 100 1- Shklyaruck D. Belarusian State University, pr. Nezavisimosti 4, 220030, Minsk, Belarus aut NATIONALLICENCE 773 0- Russian Journal of Organic Chemistry Pleiades Publishing 51/4(2015-04-01), 582-590 1070-4280 51:4<582 2015 51 11178